Vice President of Sales

Practice by Numbers is an all-in-one business platform for dental practices. We help practices grow revenue, improve patient engagement, streamline operations, and make better decisions through data. We serve a large SMB healthcare market with a strong product foundation and a meaningful opportunity to modernize how dental practices grow, communicate, and operate.

Practice by Numbers is an all-in-one business platform for dental practices. We help practices grow revenue, improve patient engagement, streamline operations, and make better decisions through data. We serve a large SMB healthcare market with a strong product foundation and a meaningful opportunity to modernize how dental practices grow, communicate, and operate.

This is a rare opportunity to own the entire revenue engine at a vertical SaaS company with a large, underpenetrated market and a strong product foundation. You will build and scale a modern, high-performance sales organization from a position of real influence — with direct voice in go-to-market strategy, team design, sales process, tooling, and company growth.

This role is ideal for a sales leader who has risen through the ranks, understands the craft of selling deeply, and is ready to run a full revenue function. You will spend your time coaching reps and managers, building the systems that drive consistent performance, and closing the highest‑stakes deals alongside your team.

Practice by Numbers is seeking a hands‑on, metrics‑driven VP of Sales to lead and scale our revenue organization. This leader will own the full sales motion — from pipeline creation and lead qualification through demos, deal conversion, and post‑sale expansion — while also providing directional oversight of marketing as it supports sales pipeline.

This is not a sit‑behind‑the‑desk leadership role. We are looking for someone who leads from the front: reviewing calls, coaching reps and managers, improving conversion rates at every stage, and holding the team to high performance standards. You will be in the details of the sales process while also setting the strategic direction of the function.

The ideal candidate has grown through the sales ranks — SDR to AE to Sales Manager to VP — and has meaningful experience selling B2B SMB SaaS. Experience in vertical SaaS, dentistry, or healthcare is a strong plus.

• Own all revenue outcomes: quota attainment, pipeline coverage, forecast accuracy, win rates, and revenue growth targets.
• Lead the full sales organization with strong pipeline discipline, forecast rigor, structured coaching cadences, and clear performance accountability.
• Manage both inbound and outbound sales motions, including qualification, enrichment, outreach, nurture, demos, follow‑up, and conversion strategies.
• Drive consistent improvement in lead‑to‑demo conversion, demo‑to‑close rates, sales velocity, and average contract value.
• Use promotions, special offers, packaging, and pricing motions effectively to accelerate deals while protecting long‑term revenue quality.
• Understand and manage commission structures, including flat compensation, usage‑based incentives, and performance‑based plans.
• Partner with Customer Success to identify post‑sale expansion, cross‑sell, and retention‑oriented revenue opportunities.

• Build, standardize, and continuously improve sales playbooks: discovery frameworks, demo processes, objection handling, follow‑up motions, and closing practices.
• Develop and enforce qualification standards, pipeline hygiene, and deal inspection processes across the team.
• Differentiate between street quota, target quota, capacity planning, and realistic attainment models to build a credible, data‑based revenue plan.
• Create performance management systems with clear goals, scorecards, coaching plans, and structured recovery plans for underperformance.
• Build standardization across the sales organization without sacrificing speed, creativity, or adaptability.

• Recruit, develop, and retain high‑performing…